Preparation
Nitrogen atom protection is achieved by reacting benzaldehyde with diethylene glycolamine to form an imine, which then reacts with tert-butyl bromoacetate to form an ether. Subsequent deaminoprotection and ester hydrolysis are accomplished through a one-pot reaction in acidic water with stirring overnight. Finally, Fmoc is added to the amino group to yield Fmoc-8-amino-3,6-dioxaoctanoic acid.
Description
Fmoc-NH-PEG2-CH2COOH is a PEG linker containing an Fmoc-protected amine and a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The Fmoc group can be deprotected under basic condition to obtain the free amine which can be used for further conjugations. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.
Chemical Properties
White solid
Uses
8-(Fmoc-amino)-3,6-dioxaoctanoic Acid is a hydrophilic, heterobifunctional spacer.
Uses
Hydrophillic spacer group.
Application
Fmoc-8-amino-3,6-dioxaoctanoic acid is a cleavable ADC linker for the synthesis of antibody-drug couplings (ADCs). It is also a PEG linker for the synthesis of PROTAC. It is widely used in drug delivery systems as it is mainly used to enhance the solubility or targeting of drugs and improve their bioavailability.
reaction suitability
reagent type: cross-linking reagent
